Universität zu Köln

Das, Somnath, Pekel, Daniel, Neudoerfl, Joerg-M. and Berkessel, Albrecht ORCID: 0000-0003-0470-7428 (2015). Organocatalytic Glycosylation by Using Electron- Deficient Pyridinium Salts. Angew. Chem.-Int. Edit., 54 (42). S. 12479 - 12484. WEINHEIM: WILEY-V C H VERLAG GMBH. ISSN 1521-3773

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Abstract

A new organocatalytic glycosylation method based on electron-deficient pyridinium salts is reported. At ambient temperature and catalyst loadings as low as 1 mol%, 2-deoxyglycosides were formed from benzyl-and silyl-protected glycals and primary or secondary glycosyl acceptors, with excellent yields and anomeric selectivity. Mechanistic investigations point to alcohol-pyridinium conjugates (1,2-addition products) as key intermediates in the catalytic cycle.

Item Type:	Journal Article
Creators:	Creators Email ORCID ORCID Put Code Das, Somnath UNSPECIFIED UNSPECIFIED UNSPECIFIED Pekel, Daniel UNSPECIFIED UNSPECIFIED UNSPECIFIED Neudoerfl, Joerg-M. UNSPECIFIED UNSPECIFIED UNSPECIFIED Berkessel, Albrecht UNSPECIFIED orcid.org/0000-0003-0470-7428 UNSPECIFIED
URN:	urn:nbn:de:hbz:38-389926
DOI:	10.1002/anie.201503156
Journal or Publication Title:	Angew. Chem.-Int. Edit.
Volume:	54
Number:	42
Page Range:	S. 12479 - 12484
Date:	2015
Publisher:	WILEY-V C H VERLAG GMBH
Place of Publication:	WEINHEIM
ISSN:	1521-3773
Language:	English
Faculty:	Faculty of Mathematics and Natural Sciences
Divisions:	Faculty of Mathematics and Natural Sciences > Department of Chemistry > Institute of Organic Chemistry
Subjects:	no entry
Uncontrolled Keywords:	Keywords Language CATALYSIS Multiple languages Chemistry, Multidisciplinary Multiple languages
Refereed:	Yes
URI:	http://kups.ub.uni-koeln.de/id/eprint/38992